A diastereomerically enriched, dimeric organolithium compound and the stereochemical course of its transformations

2012 ◽  
Vol 48 (19) ◽  
pp. 2492-2494 ◽  
Author(s):  
Christian Unkelbach ◽  
Bors C. Abele ◽  
Klaus Lehmen ◽  
Daniel Schildbach ◽  
Benedikt Waerder ◽  
...  

Synlett ◽  
2018 ◽  
Vol 29 (15) ◽  
pp. 1989-1994 ◽  
Author(s):  
Masahisa Nakada ◽  
Katsuhiro Komuro ◽  
Aiichiro Nagaki ◽  
Hiroki Shimoda ◽  
Masahiro Uwamori ◽  
...  

Successful transformations of 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one into its derivatives by a halogen–lithium exchange and subsequent reactions in a flow microreactor system are described. The methylation of the organolithium compound generated from 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one in the flow microreactor system afforded the desired methylated product in 68% yield, whereas the yield of the corresponding batch reaction was 23%. This superiority of the flow microreactor system was further emphasized in the reaction of the organolithium compound with methoxycarbonyl isocyanate, which gave the desired imide in 78% yield by using the flow microreactor system whereas the yield of the corresponding batch reaction was only 2%. The established flow microreactor system was also effectively used for the reaction of the organolithium compound with phenyl isocyanate to afford the desired product in 52% yield.





ChemInform ◽  
2010 ◽  
Vol 24 (40) ◽  
pp. no-no
Author(s):  
J. BARLUENGA ◽  
B. PEDREGAL ◽  
J. M. CONCELLON




2004 ◽  
Vol 43 (19) ◽  
pp. 2521-2524 ◽  
Author(s):  
Frank Breher ◽  
Jörg Grunenberg ◽  
Sally C. Lawrence ◽  
Philip Mountford ◽  
Heinz Rüegger




1982 ◽  
Vol 13 (32) ◽  
Author(s):  
M. J. GOLDSTEIN ◽  
T. T. WENZEL ◽  
G. WHITTAKER ◽  
S. F. YATES


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